对称二氨基的选择性单酰化 Imidazole-Catalyzed Monoacylation of Symmetrical Diamines.pdf

ORGANIC LETTERS Imidazole-Catalyzed Monoacylation of XXXX Vol. xx, No. x Symmetrical Diamines Sanjeev K. Verma, B. N. Acharya, and M. P. Kaushik* Process Technology De Velopment DiVision, Defence R D Establishment, Jhansi Road, Gwalior-474002 (MP) India mpkaushik@ Received April 17, 2010 ABSTRACT An imidazole-catalyzed protocol for monoacylation of symmetrical diamines has been developed. The protocol gave selective monoacylation of aliphatic (cyclic and acyclic) primary and secondary diamines. In the reaction, imidazole acts as both catalyst and a leaving group. Different monoacylated piperazines and other diamines were synthesized at room temperature in an ethanol/water solvent system. Monoacylated symmetrical diamines are building blocks1 or these conditions is that the monoacylated intermediate is intermediates2 of several well-established drugs such as more soluble in the solvent (aprotic) than the original cardiotonic agent vesnarinone and the antihypertensive agent diamine.4 Plethoras of indirect5,6 and direct4,7 syntheses of prazosin.3 The synthesis of these compounds involves monoacylated symmetric diamines are reported. However, chemoselective acylation on one nitrogen of symmetrical the reported methods either use dry conditions at very low diamines. However, the d